28 days in Italy & City of San Marino Itinerary

28 days in Italy & City of San Marino Itinerary

Created using Inspirock Europe trip planner

Make it your trip
Fly
1
Rome, Italy
— 2 nights
Train
2
Sorrento, Italy
— 8 nights
Train to Rimini FS, Bus to City of San Marino
3
City of San Marino, San Marino
— 6 nights
Bus to Rimini FS, Train to Venice
4
Venice, Italy
— 3 nights
Drive
5
Florence, Italy
— 7 nights
Fly

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Rome, Italy

— 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 23rd (Mon): take in the architecture and atmosphere at St. Clement Basilica, contemplate the long history of Terme di Caracalla, pause for some serene contemplation at Basilica di San Pietro in Vincoli, then take in the spiritual surroundings of Vatican Necropolis, then pause for some serene contemplation at St. Peter's Basilica, and finally make a trip to Cupola di San Pietro.

To see maps, more things to do, traveler tips, and tourist information, read Rome route planner.

Montreal, Canada to Rome is an approximately 12-hour flight. Traveling from Montreal to Rome, you'll lose 6 hours due to the time zone difference. Plan for a bit warmer temperatures traveling from Montreal in August, with highs in Rome at 38°C and lows at 24°C. Cap off your sightseeing on the 24th (Tue) early enough to catch the train to Sorrento.

Things to do in Rome

Historic Sites

Side Trip

Sorrento, Italy

— 8 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Discover out-of-the-way places like Paestum Ruins and Cala di Mitigliano. Deepen your sense of the past at sights like Pompeii Archaeological Park and Borgo Medievale di Castellabate. Explore the numerous day-trip ideas around Sorrento: Castellammare Di Stabia (Villa San Marco, Scavi di Stabia, &more), Villa di Poppea (in Torre Annunziata) and Pompeii (Museo Vesuviano Giovan Battista Alfano, House of Menander (Casa del Menandro), &more). There's much more to do: take in the spiritual surroundings of Duomo di Sant'Andrea, contemplate the long history of Duomo di Ravello, admire the striking features of Villa Rufolo, and take in the architecture and atmosphere at Santuario Santa Maria a Mare.

To see photos, ratings, reviews, and more tourist information, refer to the Sorrento trip itinerary site.

You can take a train from Rome to Sorrento in 3 hours. Other options are to drive; or take a bus. In August, plan for daily highs up to 36°C, and evening lows to 26°C. Wrap up your sightseeing on the 1st (Wed) early enough to drive to City of San Marino.

Things to do in Sorrento

Historic Sites · Parks · Outdoors · Beaches

Side Trips

City of San Marino, San Marino

— 6 nights
The capital of one of the world's smallest and oldest republics, the hillside city of San Marino boasts a World Heritage-listed old town that's known for its winding cobblestone streets and sweeping views of the surrounding countryside.
Your cultural itinerary includes sights like Guaita and Cimitero Di Montalbo. Step off the beaten path and head to Piazza della Liberta and Montale Tower. There's much more to do: pause for some serene contemplation at Basilica del Santo Marino, browse the exhibits of Modern Weapons Museum, steep yourself in history at Palazzo Sums, and don't miss a visit to Cesta Tower.

To find maps, other places to visit, photos, and tourist information, read our City of San Marino trip site.

Getting from Sorrento to City of San Marino by car takes about 6.5 hours. Other options: do a combination of train and bus; or do a combination of train, flight, and bus. In September, City of San Marino is little chillier than Sorrento - with highs of 26°C and lows of 17°C. On the 8th (Wed), you're off to Venice.

Things to do in City of San Marino

Theme Parks · Museums · Historic Sites · Shopping

Side Trips

Venice, Italy

— 3 nights

City of Romance

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Get some cultural insight at Piazza San Marco and Basilica di San Marco. Eschew the tourist crowds and head to Centro Storico di Venezia and San Giorgio Maggiore. Explore Venice's surroundings by going to Church of Santa Maria e San Donato (in Murano), Castello del Catajo (in Battaglia Terme) and Padua (Padua Botanical Garden & Piazza dei Signori). There's much more to do: wander the streets of Dorsoduro, visit Cannaregio, admire the landmark architecture of Doge's Palace, and appreciate the extensive heritage of Campo del Ghetto.

Find out how to plan Venice trip without stress by asking Inspirock to help create an itinerary.

You can drive from City of San Marino to Venice in 3 hours. Alternatively, you can do a combination of bus and train; or take a bus. September in Venice sees daily highs of 29°C and lows of 17°C at night. On the 11th (Sat), you'll travel to Florence.

Things to do in Venice

Historic Sites · Neighborhoods · Museums · Shopping

Side Trips

Florence, Italy

— 7 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Do some cultural sightseeing at Cathedral of Santa Maria del Fiore and Battistero di San Giovanni. Explore hidden gems such as Duomo di Pisa and Basilica San Miniato al Monte. You'll find plenty of places to visit near Florence: Poggio Amorelli (in Castellina In Chianti), Montefioralle Winery (in Greve in Chianti) and Monteriggioni (Castello di Monteriggioni & Walls of Monteriggioni). The adventure continues: pause for some serene contemplation at Abbazia di Sant'Antimo, appreciate the extensive heritage of Centro Storico, take in the spiritual surroundings of Abbazia di Monte Oliveto Maggiore, and don't miss a visit to Knights’ Square.

For ratings, photos, other places to visit, and more tourist information, read our Florence journey planner.

Getting from Venice to Florence by car takes about 3 hours. Other options: take a train; or take a bus. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Wrap up your sightseeing on the 18th (Sat) to allow time to fly back home.

Things to do in Florence

Historic Sites · Museums · Wineries · Tours

Side Trips

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.